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Check availability on Islamorada Luxury Hotels

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 Jun

Our top choices for Islamorada luxury hotels

Balcony view

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (76 reviews)
The price is ฿21,237
฿25,692 total
includes taxes & fees
8 Jun - 9 Jun
The Islands of Islamorada
Exterior

Playa Largo Resort & Spa, Autograph Collection

Playa Largo Resort & Spa, Autograph Collection
4.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Beachfront luxury awaits at this Key Largo resort with spa treatments and ocean views.
The price is ฿12,041
฿15,345 total
includes taxes & fees
2 Jul - 3 Jul
Playa Largo Resort & Spa, Autograph Collection
Balcony

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,314 reviews)
  • cleanliness
    Experience seaside opulence with private beach access, three outdoor pools, and oceanfront dining at this beachfront Matecumbe resort.
The price is ฿8,850
฿12,342 total
includes taxes & fees
23 Jun - 24 Jun
Cheeca Lodge & Spa
Property grounds

Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton
4.0 star property
Key Largo
8.6 out of 10, Excellent, (1,073 reviews)
  • cleanliness
    Beach luxury reimagined at Key Largo resort with private sands, refreshing pools, and coastal dining.
The price is ฿9,490
฿12,477 total
includes taxes & fees
15 Jun - 16 Jun
Baker's Cay Resort Key Largo, Curio Collection by Hilton
Exterior

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.4 out of 10, Exceptional, (1,029 reviews)
  • cleanliness
    Beachfront luxury awaits at Florida Keys haven with private shores, poolside bars, and lavish lanai rooms.
The price is ฿6,963
฿10,039 total
includes taxes & fees
30 Jun - 1 Jul
Islander Resort
In-room safe, individually decorated, individually furnished

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (202 reviews)
  • cleanliness
    Seaside elegance awaits at this Islamorada resort with 3 pools, diverse dining, and a marina.
The price is ฿9,769
฿13,380 total
includes taxes & fees
8 Jun - 9 Jun
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Room, 1 King Bed with Sofa bed, Oceanfront (Alligator Reef, Lanai) | View from room

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,289 reviews)
  • cleanliness
    Florida Keys resort offers private beach paradise with upscale rooms, coastal activities, and luxurious relaxation.
The price is ฿6,594
฿9,808 total
includes taxes & fees
29 Jun - 30 Jun
Amara Cay Resort
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe

La Siesta Resort & Villas

La Siesta Resort & Villas
4.0 star property
Matecumbe
8.6 out of 10, Excellent, (1,005 reviews)
The price is ฿6,806
฿10,043 total
includes taxes & fees
14 Jun - 15 Jun
La Siesta Resort & Villas
3 outdoor pools, pool cabanas (surcharge), pool umbrellas

Villas At Hawks Cay Resort

Villas At Hawks Cay Resort
4.0 star property
Marathon
8.2 out of 10, Very good, (206 reviews)
  • cleanliness
    Indulge in oceanfront splendour at this Florida Keys resort with 5 pools, private beach, and full-service spa treatments.
The price is ฿22,581
฿27,423 total
includes taxes & fees
15 Jun - 16 Jun
Villas At Hawks Cay Resort
3 restaurants; breakfast, lunch and dinner served

Reefhouse Resort & Marina

Reefhouse Resort & Marina
4.5 star property
Key Largo
9.4 out of 10, Exceptional, (1,465 reviews)
The price is ฿6,502
฿8,621 total
includes taxes & fees
10 Jun - 11 Jun
Reefhouse Resort & Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Islamorada Hotel Reviews

Islander Resort

Islander Resort

10/10 Excellent
"Would definitely stay there, again!"
Jacob 2-night trip
Posted less than an hour ago
Islander Resort

Frequently asked questions

Are you looking for a luxury hotel for your stay in Islamorada?
Known for its ocean views and sunsets, Islamorada also has some interesting things to see and do including Everglades National Park, so you may want to take in the local sights during your visit.
What's the best luxury place to stay in Islamorada?
Cheeca Lodge & Spa is a luxury resort with a private beach and 3 restaurants, and it's a popular choice for Expedia travellers looking for an elegant place to stay.
When can I expect good weather in Islamorada?
Planning for the weather is an important factor for making your trip to Islamorada a success, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.
What's there to see and do in Islamorada?
Experience all that Islamorada has to offer when you visit Everglades National Park, Founders Park and Robbie's of Islamorada. If you have a bit of extra time while you're in the area, you might want to check out Anne's Beach and Fiesta Key.